Bargain Timeshare Rentals
Looking for an exceptional vacation deal? Timeshare rentals by owner are almost always lower than resort rack rates. These postings represent some of the best bargains available, giving deal-hunters the chance to lock in serious savings on their next getaway!
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 5–9, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $986 ($246/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 12–16, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $986 ($246/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 22, 2026 – Jan 3, 2027 (12 nights)
- 2 bed/2 bath, sleeps 8
- $2,929 ($244/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 14–20, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,488 ($248/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Apr 6–9, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $746 ($249/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 15–18, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $746 ($249/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,734 ($248/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Apr 4–8, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $995 ($249/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,742 ($249/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Mar 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,742 ($249/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Mar 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,742 ($249/night)
Silver Lake Resort
Kissimmee, Florida- Dec 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,742 ($249/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Mar 21–26, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,248 ($250/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,742 ($249/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Mar 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,742 ($249/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Oct 28 – Nov 1, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $999 ($250/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Oct 28 – Nov 1, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $999 ($250/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Mar 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,742 ($249/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,742 ($249/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,742 ($249/night)
Westgate Vacation Villas
Kissimmee, Florida- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,742 ($249/night)
Westgate Vacation Villas
Kissimmee, Florida- Mar 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,742 ($249/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Mar 27 – Apr 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,742 ($249/night)
Club Wyndham Reunion
Kissimmee, Florida- Dec 6–13, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $1,742 ($249/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Mar 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,742 ($249/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Jan 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,749 ($250/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,765 ($252/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,765 ($252/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 8–22, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,504 ($250/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,765 ($252/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 16–30, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,489 ($249/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 25 – Feb 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,765 ($252/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,765 ($252/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,765 ($252/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,765 ($252/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Apr 24 – May 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,765 ($252/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Nov 22–29, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,769 ($253/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,780 ($254/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,780 ($254/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Nov 8–14, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,528 ($255/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,780 ($254/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 25–31, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($258/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 11–14, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $781 ($260/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Jul 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,818 ($260/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,821 ($260/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jun 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,821 ($260/night)
Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Aug 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,824 ($260/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 5–11, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,568 ($261/night)